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$435,000
3 Beds 2 Baths 220221758 MLS
New carpeting! Updated photos coming soon. Wooded surroundings and resort-style amenities make everyday living special in this well-maintained home in E.Medford's Sun Oaks. 2588 Congress Way offers mature trees, low-maintenance landscaping and a large covered deck in back. Inside, cathedral ceilings, skylights and large picture windows create a light-filled treehouse feeling. The eat-in kitchen features granite countertops, engineered wood floors, and a walk-in pantry. A charming porthole window frames outdoor views, and a sliding door to the covered deck allow easy access for outdoor dining or relaxing. A split-level floor plan provides bedroom separation, and the lower-level family room with brick fireplace adds flexible living space. The all-ages Sun Oaks community has two pools, two clubhouses, tennis courts and pickleball, making it easy to stay active and entertained without leaving your neighborhood. Just outside the gates, you'll find shopping, restaurants and services nearby.

2588 Congress Way, Medford

$3,999,000
4 Beds 4 Baths 220219835 MLS
This extraordinary residence showcases a refined blend of luxury finishes, timeless materials, and exceptional craftsmanship. Captivating views, soaring ceilings, architectural detailing, and a striking stone fireplace establish a warm yet elegant atmosphere throughout. The chef's kitchen is thoughtfully designed for effortless entertaining & flows seamlessly into the dining & living areas, creating an inviting and sophisticated gathering space. The primary suite serves as a private retreat with a spa-inspired bath and outdoor access, while additional bedrooms offer comfort and privacy for family or guests. The serene setting seamlessly blends indoor and outdoor living with lush landscaping, covered patio, a firepit, & breathtaking views Ideal for year-round enjoyment and relaxation. Amenities include a 2,126 sq ft attached 6 car garage, detached RV/shop, & gated entry for added privacy and convenience.

310 Pierce Road, Medford

$725,000
3 Beds 2 Baths 220220152 MLS
Beautiful architect-designed 3-bedroom, 2-bath home offering 3,000 sq ft of thoughtfully designed living space with amazing valley views. Filled with natural light and soaring vaulted ceilings, this stunning home features a large kitchen with granite countertops, dual ovens, abundant cabinetry, and a spacious dining area with plenty of room to entertain. The open layout flows seamlessly into inviting living spaces, while six sliding glass doors capture breathtaking views and create exceptional indoor-outdoor living. The primary suite offers comfort and privacy, featuring a spacious bedroom and luxurious en-suite bath with a jetted soaking tub. Step outside to a beautiful patio perfect for entertaining or simply relaxing while taking in the incredible views. Quality craftsmanship, generous living spaces, and a spectacular setting make this home the perfect blend of elegance, comfort, and convenience close to town, amenities, and recreation.

4406 San Juan Drive, Medford

$550,000
3 Beds 3 Baths 220219527 MLS
Updated 1950's home in desirable Old E Medford neighborhood. Enjoy .33 acre flag lot, offering privacy in front & back yards. 3 bedrooms, 2.5 bathrooms, abundant lighting, flex/bonus room, central vacuum system, luxury plank flooring, new interior & exterior paint, new hot water tank, custom millwork, LED lighting, & custom removable window shades. Sunlight kitchen w/new cabinetry, quartz counters, & stainless appliances. Laundry room w/cabinets. Vaulted great room has a wood burning fireplace & picture windows. Spacious primary suite has dual walk-in closets, and ensuite bathroom. Secondary bedroom w/its own bathroom &third room can be an office/nursery/craft room/bedroom. New wrap-around deck, hot tub & mature landscaping. Detached 2 car garage (approx 656 sq ft) w/cabinets & storage space, includes a private work space/office. Additional flex/bonus room in the back of the garage. Attached RV/boat/ garage/shop w/cabinets(approx 429 sq ft) & 220 w/double doors is a hobbyist's dream!

524 N Berkeley Way, Medford

$1,295,000
5 Beds 4 Baths 220219034 MLS
Private Family Oasis Near RVCC. Retreat to your country-inspired estate w/views of Roxy Ann Peak & Table Rock. 0.67 park-like acres, nestled behind private gated entry. 5 bdrm (plus office), 3.5 bath home defined by high-end finishes, refinished real hardwood floors w/cherry wood inlay, new carpet & freshly painted interior. Kitchen: custom cherry cabinetry w/soft-close pulls, granite counters, dedicated wet bar & professional appliances including 6-burner gas cooktop, dbl convection ovens, wine refrig plus built-in refrigerator. Primary bdrm features vaulted ceilings, sitting area w/bay windows, gas fireplace and a spa-like bath w/heated tile floors, floating tub, walk-in closet w/ stackable washer dryer & large tile shower. Private office/den with built-in bookshelves, 4 addtl bdrms (one w/en-suite), 2 staircases for easy flow, finished 3-car garage w/electric charging station, laundry rm. Professional landscaping: waterfall, stone patio, stream, dog run & extensive Trex decking.

2583 Oak View Circle, Medford

$1,295,000
3 Beds 5 Baths 220218466 MLS
Stunning gated hillside estate in East Medford offering 4,022 sf with a 400 sf guesthouse on 16.25 private acres with breathtaking panoramic Rogue Valley and mountain views. The bright chefʼs kitchen features oak cabinetry, granite counters, large island with gas cooktop, double ovens, and stainless appliances, flowing into the spacious living room with gas fireplace and dining area. Four bedrooms, four bathrooms, generous walk-in closets, and convenient laundry complete the interior. The luxurious primary suite offers a double vanity, walk-in shower, and private cedar sauna. Outside, enjoy an inground pool, covered outdoor kitchen, hot tub, large shop/barn with loft, detached guest house with kitchen/bed/bath, stone fire pit with sunset views, multiple decks, and fully fenced/cross-fenced pastures ideal for horses or livestock. A rare private hilltop opportunity with easy access to Medford amenities. Contact today for more information!

4002 Dry Creek Road, Medford

$699,000
4 Beds 3 Baths 220218237 MLS
Rare find in Southwest Medford offering space, versatility, and lifestyle. This large family home presents many options with 3 bedrooms on the main level and a huge lower-level suite that could serve as a 4th bedroom, game room, or expansive rec room. Elegantly remodeled throughout, the home features a dream kitchen with high-end finishes, quality cabinetry, and beautiful flooring designed for both everyday living and entertaining. Step outside to a spacious deck perfect for gatherings and summer evenings. The property is fully fenced and cross-fenced, ideal for animals, and includes a large barn with stalls, RV parking, and an above-ground pool. Enjoy the rare benefit of irrigation rights from your own pond, enhancing both usability and value. Low-maintenance landscaping keeps things simple while maximizing enjoyment. All of this is conveniently located just minutes from both Medford and Jacksonville, offering the perfect blend of rural feel and in-town accessibility.

4131 W Griffin Creek Road, Medford

$575,000
4 Beds 3 Baths 220216049 MLS
Welcome to a beautifully preserved 1910 Craftsman where timeless character meets modern comfort. More than a home, it's a place to slow down and savor life's everyday moments. Begin your mornings sipping coffee or tea on the inviting front porch, gather with family beneath original coffered ceilings, or unwind in the light-filled sunroom. Rich woodwork, built-ins, and warm hardwood floors showcase craftsmanship rarely found today. The spacious floor plan offers 4 bedrooms, 2.5 baths, and flexible living spaces, while the yard invites entertaining, gardening, relaxing in the hot tub, or creating in the detached workshop. Just minutes from downtown Medford's restaurants, parks, and local shops, this exceptional home offers the perfect blend of historic charm, modern livability, and a lifestyle that only a true Craftsman can provide. Property also has plenty of off street parking for your RV or Boat!

610 S Holly Street, Medford

$600,000
3 Beds 3 Baths 220211531 MLS
This spectacular view property offers a main-floor primary suite with a slider to the deck, a walk-in closet, and an office that could serve as an additional closet. The ensuite includes a step-in shower, dual vanities, and a jetted tub with sweeping views. The large kitchen features oak cabinetry, granite counters, tile floors, a propane range, an island, and bar seating. The great room showcases vaulted wood ceilings, and the home includes two beautiful, highly efficient floor-to-ceiling flagstone wood-burning fireplaces. Expansive decks. Additional features include central vacuum, a carport, a two-car attached garage with built-ins, and a detached one-car garage--also with built-ins--that could serve as a workshop. A security gate, circular driveway, newer multi-zone heat and AC, and a smart thermostat add comfort and convenience. This private, beautifully designed home with stunning views is one you won't want to miss.

2070 Skyview Drive, Medford

$994,000
4 Beds 4 Baths 220209354 MLS
Experience exceptional Southern Oregon living with panoramic views of the Table Rocks, Rogue Valley & city lights! This 3557 sq ft contemporary home offers 4 bedrooms, 3.5 baths & a versatile floor plan. The spacious kitchen features a large center island & opens to inviting living & dining room areas with access to the view deck, accessed off primary bedroom and dining area. The main level includes a generous primary suite with walk-in closet, soaking tub, tiled shower & heated floor, plus two additional bedrooms. Downstairs, a second primary suite offers flexibility for guests or multi-generational living, full bath, W/shower & heated floors. Enjoy life at Home W/ large great room, wet bar & wine refrigerator & a Theater room with built-in speakers, workout room, plus a office/possible 5th bedroom. outside, relax in the hot tub, enjoy the terraced fenced backyard and raised garden beds. extra garage storage, workshop and EV charging station complete this impressive Medford home

3371 Annapolis Drive, Medford

$3,250,000
4 Beds 6 Baths 220202198 MLS
One of a kind, Old East Medford estate nestled on over 2 acres of lush, park-like grounds! An Old English country-style home, its charm timeless. In addition, a 2-car garage, an elegantly appointed 1 bed/1 bath guest house, a newly built pool w/automatic cover & pool house w/living area & full bath. A spacious 3+ car garage & workshop w/convenient alley access, complemented by a beautiful, gated entry & a newly paved circular driveway encircling the entire property. Built in 1910, the house has witnessed more than a century of changing seasons, preserving its timeless elegance & charm. Majestic trees w/wide canopies provide shade for picnics & games, while a charming orchard of apple & pear trees add seasonal beauty. The estate is truly a sanctuary, a perfect blend of history, nature & modern living. Great care was taken to honor the main residence's original character yet all the wiring, plumbing & mechanical systems have been completely replaced & new structural supports added.

1503 E Main Street, Medford

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: